Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.

4.9

Outstanding(102 Reviews)

House in Anna Maria Island, FL

5 guests · 2 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valuePrice for this property is higher than average in the area

Includes essentialsGarden, Pool, Kitchen or Kitchenette and more

About this house rental

3 short blocks to the sugar sand beaches of the Gulf of Mexico and 5 blocks to Tampa Bay. This traditional Florida home is on a canal, with bikes and kayaks for your recreational use. 2 bedrooms, 3 bathrooms, living room, kitchen and traditional Florida room overlooking a large patio and pool and our dock on the canal. We also have a screened porch for relaxing on warm sunny afternoons, or you could grab your morning cup of coffee and sit out on the dock and watch the fish jump. The perfect place to relax; lots of wildlife, beautiful beaches and a quiet neighborhood with friendly, helpful neighbors.
There are a local corner store, Post Office, bar, restaurants & shops within walking distance. You can take the free trolley around the island, to the supermarket, library and more shops and restaurants. Para-sailing, motor scooter rentals, kayaking, biking, and above all swimming in the beautiful Gulf of Mexico, make this an ideal location. Attractions off the island include the Asolo Florida State Theater, Mote Marine Laboratory, Selby Botanical Gardens and upscale shopping at Saint Armand's Key. There are also several natural preserves nearby for walking and observing nature. Please note: ours is a "green" house where we use unscented products including soap and laundry detergent. We try to provide this for all guests, however, should we run out, please buy only unscented products usually called "free and clear" or unscented for use in the house. Thank you.

Keywords: bungalo, cottage, casita, water front

Amenities

Pool

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Balcony or Patio

Dishwasher

Gym or Fitness Center

Garden

Family friendly

Map of Anna Maria Island, FL

Nearby attractions

St. Pete Pier™

28.8 mi

Mote Marine Laboratory & Aquarium

27.4 mi

Imagine Museum: Contemporary glass art

27.7 mi

Bayfront Park

29.6 mi

$$$$

Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.

$$$$

4.9

Outstanding(102 Reviews)

House in Anna Maria Island, FL

5 guests · 2 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valuePrice for this property is higher than average in the area

Includes essentialsGarden, Pool, Kitchen or Kitchenette and more

About this house rental

Amenities

Pool

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Laundry

Balcony or Patio

Dishwasher

Gym or Fitness Center

Garden

Family friendly

Map of Anna Maria Island, FL

Nearby attractions

St. Pete Pier™

28.8 mi

Mote Marine Laboratory & Aquarium

27.4 mi

Imagine Museum: Contemporary glass art

27.7 mi

Bayfront Park

29.6 mi

Reviews

4.9

Outstanding(102 Reviews)

5.0

Jul 2024

My husband and I with our two children stayed for a week. The cottage was tidy and had everything we needed. The pool and outdoor area were our favorite! It was such a short walk to the beach! We appreciated the kayaks and enjoyed coffee on the canal dock every morning. Prior to our visit I messaged the hosts frequently and they were always happy to answer my questions. Thank you for sharing your home with us!

5.0

Jul 2024

We have stayed in this home several times. It never disappoints. Love the carport for the golf cart. Easy walk to the beach. Enjoyed riding the bikes several mornings. Nice quiet street

5.0

Jul 2024

The house was perfect for the 4 of us and the listing is very accurate. We enjoyed the pool and the dock! The beach is a short walk away and not crowded at all. The neighborhood is lovely. We had a great time and would highly recommend this rental.

5.0

Jul 2024

This is our second stay at Simplicity Cottage and it has been a perfect getaway both times! We love the cleanliness of the home and the beautiful canal that backs up to the house. We are so thankful for this sweet home and all the memories that have taken place here.

5.0

Jun 2024

Cleanliness and amenities were top notch. Great location! Pool was fabulous. We love the north end of the island, and it was just a short bike ride away from our fav beach spot. Definitely a great house and would recommend to families wanting a relaxing vacay on AMI!

5.0

Jun 2024

We had a wonderful time. The pool and canal are simply beautiful! The walk to the beach is not bad even with three kids. We will definitely be back!

5.0

May 2024

Second stay in probably quietest street on the island. Older property but immaculately clean. Great pool, dock onto widest part of canal. Bikes and kayaks provided. Very helpful owners. Couldn’t ask for more.

5.0

May 2024

Weather was warm and beautiful.

5.0

Apr 2024

This house was GREAT! We used the kitchen to cook meals, grilled fish by the pool, biked around the island, kayaked in the canals, made smoothies with fruit from the farmers market! We were very thankful to find this house as we are chemically sensitive and don’t like plug ins and air fresheners and this place did not have those. The owners were great when we asked about a fishing pole, they went above and beyond. If I were to do it again, I think we wouldn’t have gotten a rental car and gotten a ride from the airport instead to save money because we left the car parked the whole trip I made memories with my parents and husband that I’ll treasure forever. I really hope we can come back!

5.0

Nov 2023

We enjoyed our stay. Everything was as described. Great location and pool!

5.0

Nov 2023

A very conveniently located rental in the heart of AMI. The property was clean both inside and outside with a good sized pool and dock. We spent many an hour fishing and canoeing from the dock.

5.0

Oct 2023

Great location on AMI for Beach and Solitude. We enjoyed the area with Golf Cart and Bicycles. And fishing from Piers.

5.0

Sep 2023

Enjoyed our stay (despite hurricane threat!) and the house provided everything we needed. House is clean, beds are comfortable, aircon cold, and just a short walk to best beach on island - who needs more ! Outside, the garden has shade, the good sized pool is clean and we saw Manatee and all sort of other wildlife from the dock. Our stay was interrupted by hurricane Idalia, but the owners kindly provided use of a condo a few miles inland until It passed. Fortunately the house, and AMI generally, wasn’t affected so we could resume our holiday. We have stayed on AMI many times and this house is in the perfect location - a quiet area, away from the crowds, and beach visits without parking issues.

5.0

Aug 2023

Enjoyed our stay!

5.0

Jul 2023

We loved the house and all of its amenities. Being able to walk to the sunset each night was nice and the neighborhood is very quiet. We were surprised by how spacious the house and the pool were. It really added to our vacation being able to kayak and fish right from our own private dock.

5.0

Jul 2023

We loved our stay at this property! The house comes as advertised, very clean, within close proximity to all of the main attractions on AMI! The house has tons of gear and toys you will need for the beach/pool, is a quick walk to Bean Point, and a short golf cart drive or bike ride to Pine St. It was awesome having our own dock to hang out at, as we got to see a manatee come cruising back and hang out right in front of our dock. Also being able to kayak right off the dock and going out to the bay was a great new experience for us and our kids as it only took about 15 minutes kayaking to make it there. The pool is huge, has a great screened in porch to eat off of, and plenty of space to move around out back. The owners were great and easy to communicate with leading up to our stay as we had no issues once there. The carport was also great if you rent a golf cart for the week and need to keep it cool or out of a Florida storm. I would definitely recommend this home for anyone wanting to enjoy a great stress free vacation and will definitely look to rent again on our future visits! Thank Jim and Margaret

5.0

Jul 2023

GREAT!!

5.0

Jul 2023

It was our first time in AMI. This was the perfect house for us. We LOVED having the pool just feet away from us. We had a great time.

5.0

Jun 2023

We had a fabulous stay in this lovely home. It had everything we could need, and instructions and directions for staying here were thoughtful and useful. The location was perfect, being a simple bike ride from beaches, restaurants and shopping. The pool and dock were the perfect extension of the home, and an additional oasis in this little piece of paradise. We will 100% be returning guests!

5.0

Jun 2023

The house was wonderful and in a great location. Easy check in/out process. Dock fit our boat great 23’ boat however you have to go under a bridge to get to gulf, our boat has a t-top and you can only make it under during low tide.

5.0

May 2023

Amazing

5.0

Jan 2023

Simple but great place , very clean everything you could need in a fantastic area . Would definitely recommend and stay again

5.0

Nov 2022

We loved the quiet location and were able to walk to many of our favorite spots. Fishing off the dock in our backyard was so relaxing and we caught quite a few fish over the week. We would definitely rent here again!

5.0

Nov 2022

Wanted a quiet location on Anna Maria island for a week, close to beaches but with an “Old Florida” atmosphere. This really fit the bill.

5.0

Nov 2022

Perfect location for riding bikes to the beach and restaurants. All the essential amenities were provided and greatly appreciated! Thank you Jim and Margaret!

5.0

Oct 2022

Even nicer 'in person' than on the pictures - very cosy and well equipped. Host was very easy to deal with/communication was great.

5.0

Oct 2022

If you are looking for a place to stay in Anna Maria look no further! The pictures do not do it justice. It is a very short 3 or 4 minute walk to the beach. The private heated pool is nothing short of amazing. We kayaked through the canals and sat on the dock watching the fish jump. The owners of the property are wonderful. Hurricane Ian cut our trip very short, but Jim and Margaret were wonderful to work with. They are very quick to respond to all messages. We will definitely be staying here again!!

5.0

Sep 2022

My husband and I had a great week. This property was perfect for us. It really is a short walk to the beach, and a part of the beach that is not typically as crowded as other parts of Anna Maria. If you have never been to the Island, you do want to be on this coveted north end. It is on the canal so we enjoyed kayaking - they do have two kayaks, I believe the listing currently only shows one and mentions one. We love to kayak so this was a huge plus for us and we felt very safe on the canal. The pool is very nice - it is private and quite large and well maintained. Please, do not let some of the furnishings and finishes in the photos sway your decision. The house has a great flow and was very clean. And this is very walkable to other restaurants or to the trolley stop. You can also use the Monkey Bus on the island - they work on tips only. The hosts were very responsive to all of our questions. We did not try the bikes, but they did look very worn, if you are planning to bike you may need to rent bikes on the island. I would stay again, but the only bit of caution I have is the AC thermostat cannot be turned below 74 degrees F currently as it will possibly freeze up. I personally do enjoy it cooler at night when I am sleeping, but with the fans on it was manageable.

5.0

Sep 2022

We loved everything about our stay at this property. The house, pool and dock were perfect for our family. The owners were quick to answer any questions and super nice! We definitely recommend!!

5.0

Sep 2022

Absolutely magical. You will want for nothing at this property and the location is the best on the island! Within a short walking distance you can enjoy either the beach side or Bayside. Thanks Margaret and Jim!

5.0

Aug 2022

Had a beautiful week at this clean, charming and well-kept rental. The house sits on what has become our favorite cul de sac on the north end of Anna Maria (Iris Street). The hosts have been very purposeful in creating a relaxing setting that makes you feel like you are home. We appreciate their effort for sustainability and provision of adequate home goods for our stay. After visiting for numerous years, I suspect we have found a property we will be returning to again and again. Thank you for a great week. Art and Meg

5.0

Aug 2022

We enjoyed our 7 day stay at this cottage. The entire property was immaculate (probably one of the cleanest rentals we’ve ever stayed at). We loved the location, proximity to Bean Point and Pine. We could bike to watch the sunsets on Bean Point in 5 minutes every night. There was plenty of room in the backyard and pool. We made use of the bikes and kayaks provided by the house. We loved fishing off the dock and kayaking in the canals. The twin beds could be more comfortable but the master bed was nice. Overall, we would definitely stay here again.

5.0

Aug 2022

This house had a great location with a short walk to the beach. It had a good sized pool and a dock to the lagoon. We enjoyed all the amenities provided (Kayaks, pool/beach toys, games and books). This is a great place to stay and I highly recommend it.

5.0

Aug 2022

The house was great, felt very clean like no harsh chemicals had been used. Some things had been updated since the pictures such as furniture, the dock, and the kayak. Beautiful backyard with lots of privacy. Overall, an awesome place to stay in AMI right by the beach.

5.0

Jul 2022

Great place and great location!

Great place and great location!

The house and pool were perfect! Very clean. The location was great! It was nice to be within walking distance to the beach but tucked away from traffic etc. and nice to enjoy the dock on the canal. Jim was quick to resolve a Wi-Fi login issue within minutes of me emailing him. Great hosts! Would recommend.

5.0

Jul 2022

Nice home and nice location

Nice home and nice location

Our family really enjoyed our stay at Simplicity Cottage. The home was clean and spacious for our family. The pool was nice after a long day in the sun. We brought our 25 foot boat and kept it at the dock on the property. The home is in a nice and quiet neighborhood and a short walk to the beach.

5.0

Jun 2022

Great week away!

Great week away!

We greatly enjoyed our stay! The water views, the quiet nights by the pool...a truly relaxing week away!

4.0

May 2022

Great location

Great location

Great location. Short walk to nice beach. House is in good shape. Nice pool. Guest bedroom works well for kids but less so for adult kids. Would rent again

5.0

Apr 2022

Great house

Great house

Excellent location, beautiful pool, dock, kayaks and short walk to the best beach on the island!!

5.0

Apr 2022

Perfect AMI cottage

Perfect AMI cottage

We really enjoyed our stay at this lovely AMI cottage. Beautiful home with all the amenities. Loved the pool and great fishing off the dock. Also loved seeing manatees passing by each day. Short walk to the beach. Can’t wait to stay again!

FAQs

How much does this house cost compared to others in Anna Maria Island?

The average price for a rental in Anna Maria Island is $595 per night. This rental is $65 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool. . For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool. . Enjoy the water!

Is Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool. pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool. ?

We found 12 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.

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3.7

Good(180 Reviews)

Haley's at Anna Maria Island Inn

Motel

in Holmes Beach

2 queen beds

Garden · Pool · Pets allowed

Experience vacation in Anna Maria Island with our Motel, Haley's at Anna Maria Island Inn. Enjoy amenities such as Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$

Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.

House in Anna Maria Island, FL

Reasons to book

About this house rental

Amenities

Map of Anna Maria Island, FL

Nearby attractions

Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool.

House in Anna Maria Island, FL

Reasons to book

About this house rental

Amenities

Map of Anna Maria Island, FL

Nearby attractions

Reviews

FAQs

How much does this house cost compared to others in Anna Maria Island?

Is parking included with this house?

Is there a pool at this house?

Is Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool. pet friendly?

What amenities are available at Perfect Anna Maria-20% off Aug/Sep 3 blocks to sugar sand beach. Heated pool. ?

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